
Holiday rentals with a pool in Windsor and Maidenhead
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Top-rated rentals with a pool in Windsor and Maidenhead
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Popular amenities for Windsor and Maidenhead rentals with a pool
House rentals with a pool

The Mill House
We stayed at the house for weekend of birthday celebrations, the house was great and the garden, pool and surroundings were fabulous. The kitchen area was perfect for gatherings and loads of space to unpack. The beds were really comfortable, maybe an option to have a couple of additional twin beds as the majority were all double. The house was spotless and with the weather being perfect we couldn’t have asked for more. Anne was accommodating in all requests and information about the local area. I would highly recommend this property, we had a fabulous weekend.

Spacious & stylish family home
Ann’s house was exactly what we were looking for and we had a wonderful stay and felt very much at home. Everything was easy to find and use and the house had all the amenities we needed for a family of 5. The neighborhood was lovely and we loved walking around.

Berkshire country house with pool
We spent Christmas at Salix House and we were 11 pax in the party. Charlotte is an amazing hostess and her property is absolutely fabulous! The house is very well equipped and there’s so much to do: ping pong table, football, books and bars games. We had a fantastic time there and we would love to book to go in the summer! Thank you so much Charlotte

Bright spacious home with natural swimming pond
This is an amazing and beautiful eco property. Ivana and John have spent a lot of time carefully considering so many aspects of their beautiful home. The location is so peaceful. The beautiful aspect across their garden meant you could see wildlife and bunnies and beautiful sunrises. 🌅 All beds were super comfy. The wood burner was cozy. The sofa was great for a family and their TV stereo set up was brilliant. There are ALOT of lights etched to get used to, that create mood lighting in each room and Ivana manages the heating of the property remotely.

Pool & Piano | Hidden Oasis in Kensington Olympia
very nice and cooperative host. lovely place.

Country House, set in 2 Acres. Nr Legoland Windsor
What can we say, me my husband and 2 children stayed 5 nights at vickys place and it was absolutely wonderful. Very peaceful, we forgot we had children as they spent all their time in the pool. My husband’s family live 10 mins away and Vicky kindly allowed us to use the bbq with our family. The hot tub was great also! The house was very clean and looked after. It really felt like home from home and Vicky made us feel very comfortable and relaxed. Everything from beginning to end was perfect and we’re looking at booking to come back next month, and every July for a week. If you have children this is the perfect place to kick back and relax and enjoy some peace and quiet. Thank you again Vicky you’ve been a great host and we’ve enjoyed our stay at your lovely family home :)

The Place: 2-Bedroom Getaway
Our stay was exceptionally great. The train station is close which made our movements easy. The place was very clean. There was easy access to food and groceries. Chioma was very helpful and accommodating. We were able to check in earlier than the scheduled time and leave just as easy. Overall the experience was great and I highly recommend.

Stunning hideaway house
booked with miranda for a couple of nights and she couldn't have been a better host.. very helpful and responded to right awa to any queries I had.. the house and garden were both beautiful and the whole stay was very enjoyable.. would definaltet recommend 👌.
Apartment rentals with a pool

Hampstead Luxury Apartment- Opulent Split Level
We loved Gregory’s place, plenty of space for our family of 4. The beds were really comfortable and we utilised the airbed which was great. Great location, it was really easy to get on the bus to the tube and get around London. Coffee shop and corner store over the road which was really handy. We will be back!

Large apartment - pool & gym next door - HYDE PARK
The apartment was so sweet! It accommodated 5 of us nicely and the location felt very safe and central - would highly recommend.

Battersea Power Station | River View | 2BR 2BA
I absolutely loved this location. It was a beautiful space with incredible views of London. Close walk to the underground to take you to central London.

3 Bed Flat with Garden and Pool
We visited London for 4 days. Kate's apartment is adorable and even more beautiful in real than the pictures. The location is just outside London, but the center is easy to reach by bus and metro. Since it was high temperatures, the bathroom in the beautiful and clean pool just came to us. Communication with Kate is quick and excellent. We'd come back in a heartbeat. Thank you Kate!

Henley apartment with heated pool
We have had the most lovely weekend at Eveleen’s place. It is such a lovely apartment, everything you need and great shower, fabulous sofa bed! lovely walk to Henley on Thames. Loads of great shops in the town. It was perfect for our weekend catch up 😊

Soho House Luxury large 1 bd Gym/Pool/Cinema/
Maria’s listing was perfect, everything I need was available, the kitchen had all what you need, also the area is fantastic as there are two tube stations near the location that connect you to everything you want to reach, Also Maria and Aiza were very helpful and there quick response was amazing, I had enjoyed my stay, and if I am visiting London again the first place will think about is this listing, Thank you Maria and Aiza for everything.

Beautiful 2 bed apartment with Pool in Nine Elms
This place is wonderful. Highly recommended. The owner is also very helpful

Beautiful 2-bed apartment with pool in Nine Elms.
Great location - the apartment was in excellent condition, modern, and well-equipped with everything I needed. Silvia who checked me in and showed me the facilities (spa facilities, lovely swimming pool, gym,...) was lovely. The location was ideal, with easy access to public transport, shops, and restaurants. Having stayed with StarHost before, I can confidently say their service remains outstanding. I'll definitely book this place again in the future when in London.
Quick stats about holiday rentals with a pool in Windsor and Maidenhead
Total rentals
50 properties
Nightly prices starting at
₹2,603 before taxes and fees
Total number of reviews
1.6K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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- British Museum
- Green Park
- Buckingham Palace
- Covent Garden
- Big Ben
- Trafalgar Square
- Barbican Centre
- Harrods
- Tower Bridge
- London Bridge
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- Alexandra Palace
- Queen Elizabeth Olympic Park, London
- Oxford University